Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kaiana Villa: 3BR North Shore Kauai Vacation Rental Home
Perched in the heart of Princeville, Kaiana Villa invites you to immerse yourself in the lush beauty of Hawaii. This sophisticated three-bedroom retreat spans 1,903 square feet, offering a seamless blend of indoor comfort and outdoor serenity, framed by mesmerizing...
Penthouse condo in gorgeous Kihei
Located in Kihei, this charming condo just steps to the ocean. The space features one bedroom with a king bed and a comfortable living room that includes a sofa bed, perfect for extra visitors. The property offers shared large pool, hot tub and outdoor grill by the...
Maui Resort Rentals: Honua Kai Hokulani 250/51 – Incredible 6BR Oceanfront Gem, Over 4400 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This phenomenal six-bedroom offering combines two of the absolute finest 3BR/3BA oceanfront residences on offer at Honua Kai to create a true masterpiece, perfectly suited to larger groups or families. Each stunning neighboring residence boasts spectacular panoramic...
Oceanview + Resort Pools, Spa, and Dining
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier- 1BX
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra Large Lanai | 3 Units, 4 Bedrooms | HK ML-1826
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
New Listing! Oceanfront Maui Getaway!
Direct Oceanfront • 8th Floor of 10 • Panoramic Views • Whales, Turtles & Sunsets from Your LanaiIndulge in breathtaking, unobstructed panoramic ocean views from this beautifully updated and impeccably furnished direct oceanfront condominium—where the Pacific feels...
Mahana 411 Direct Oceanfornt, spacious 2BR sleeps 6, Stunning Views
Mahana 411 Enjoy Breathtaking Oceanfront Views and Watch Spectacular Sunsets from as Close to the Ocean on Maui as it Gets Welcome to your Maui Retreat: This stunning 2-bedroom, 2-bathroom corner condo at The Mahana in Kaanapali offers an unforgettable oceanfront...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | KBV ML-1981
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Hale Kamaole #166, VIEW, Pool, A+ Wi-Fi, King, Pool
Hale Kamaole: Upscale Hawaiian Gallery Art & beautiful furnishings. Flat surface parking to entry. Steps to pool, BBQ's, BEACH & Eddie Pu walking trails. Shady lanai w/ VIEW of blue OCEAN, green garden & colorful sunsets. Aircond in bdrm. Tempur-Pedic KING bed. 2 USB...
Hale Moana by AvantStay | Incredible Hawaii Beach Resort w/ Pool & Hot Tub!
Kick your feet up at Hale Moana, the newly-renovated villa perfect for your paradise vacation. Professionally and locally designed, this condo captivates Kapolei’s lively atmosphere and offers state-of-the-art appliances, spacious dining areas, and plush lounging...
Soothing Oceanfront Stay Ideal for Serene Sunsets
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for a room within a hotel.✦ Your room is 350 sq. ft, equipped with complimentary toiletries, high...
Kahana Sunset B4B Oceanfront Retreat w/ Sunset Views, AC & Private Lanai
Kahana Sunset B4B Spectacular West Maui Sunset Views, Steps from the Pool and the BeachWelcome to your Maui Retreat: Welcome to Kahana Sunset B4B, a beautifully remodeled 1-bedroom, 1-bath hideaway nestled in the boutique beachfront enclave of Kahana Sunset along the...
4 Bedroom, The Cliffs at Princeville, Hawaii, Gym
You’ll love the stylish decor of this charming place to stay. Located on the north shore of Kauai. This dream of a resort overlooks the Pacific Ocean from atop a high bluff, ensuring dramatic view property-wide. There's certainly no shortage of amenities to be found at...
Tropical paradise 4-bedroom house in Pāhoa
Escape to this tropical jungle paradise in picturesque Pāhoa. This awesome property features 4 bedrooms including 1 king bed and 3 twin beds. The bathroom is equipped with a bathtub, shower with floor to ceiling windows For an outdoor sensation. There is also an outdoor...
NEW | KBM Resorts | FREE CAR | Kapalua Golf Villas | 1-Bedroom Condo with Spacious Lanai and Golf Course Views! KGV-18T4
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Quaint 2-bedroom house in Keaau for a relaxing getaway
Located in Keaau, this charming house features 2 beautiful queen bedrooms and a nice living room with a futon. Mini split AC in the living room and master. The bathroom offers a shower for guests' convenience. Relax and unwind in this cozy retreat during your stay. We...
NEW! KBM Resorts West 35 | FREE CAR | Kuilima Estates | 1-Bedroom Condo at Turtle Bay! KUL-W35
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
RARE find! Stunning Views! 3-BR house with pool, WiFi, AC in quiet Honolulu area
Discover the beauty of Honolulu from this 3-bedroom artists' home. This property features 1 king bed, 1 queen bed, and 1 bunk bed, 3.5 bathrooms including 3 bathtubs and 2 bidets - perfect for families or friends traveling together. Guests can relax and unwind in the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms w/ Lush West Maui Mountain Views!
This impressive 3BR offering brings together two adjacent Mountainview residences, creating the perfect gathering place for larger groups or families—all at an excellent value.Konea 332 is a remarkable 2BR/2BA suite boasting a desirable corner location and beautiful...
perfect studio suite on Kauai HI
About this spaceEscape to a South Pacific paradise on Kauai's North Shore to discover a world of tropical pleasures and condo resort-style amenities.Overlooking Anini Bay, Ka Eo Kai offers a variety of nearby recreational options including zip lining, family fun...
Comfort and Convenience! Outdoor Pool, Beach Access, Near Honolulu Museum of Art
Experience a memorable and charming island getaway in Honolulu!This listing is for a room within a hotel.✦ Your room is 264 sq. ft, equipped with complimentary toiletries, high definition TV, available with Premium cable.✦ Cleaning services included in the nightly...
Kaanapali Alii 2106
Kaanapali Alii 21062 Bedrooms | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Welcome to Kaanapali Alii 2106, a two-bedroom mountain view retreat in Maui’s exclusive Kaanapali Alii Resort. From this elevated corner, enjoy sweeping...
Wailea Grand Champions 52 - 2 Bedroom Garden View Condo
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you\'ll be welcomed by a spacious, open living area, tastefully furnished for a relaxed...
SANS SOUCI 607-⛱Gold Coast Beautiful Beachfront Villa-Sleeps 6-Monthly Rental
Sans Souci Vacation Rentals2877 Kalākaua Ave 607Honolulu, HI 96815⚠MONTHLY RENTAL⚠Disclosure: All reservations require a 30-day contract. In compliance with the Ordinances of the City & County of Honolulu, the Property will be made available to you for your use and...
Luxury Condo w/ Resort Pool/Spa, AC, Ocean View & Spacious Lanai: Park Lane Sky
Park Lane Sky Resort is a luxury 3 bedroom vacation condo perched on the seventh floor above Honolulu’s Ala Moana coastline, capturing sweeping ocean, park, city, and Koʻolau mountain views through floor to ceiling glass. This contemporary holiday home features a...
Maui Resort Rentals: Honua Kai - 7 Total Bedrooms, 8th Floor "Penthouse" Ocean AND West Maui Mountain Views, Deluxe Corner Floor Plan!
This premier eighth-floor offering pairs five neighboring ocean and partial ocean view residences for over 4700 sq ft of combined living interior, creating the perfect space for large groups and families to gather, reconnect, and celebrate in comfort. Boasting...
Kiahuna Plantation Resort 47 Royal Garden 1 BD
Ideally located near Kauai’s iconic shoreline, it’s a tranquil home base for your stay. Enjoy this cozy 2nd floor unit that blends cottage charm with the beauty of lush island surroundings. Unit 47 Royal Garden View 1 Bedroom 1 Bath • Fully equipped kitchen includes...
Deep blue direct ocean views, 2B2B, Pool, 2 min Snorkel & Magic Sands beach
This oceanfront luxury offers breathtaking views of both lush jungle and the endless blue Pacific. Wake up to the sound of ocean waves and tropical birds. Watch surfers, dolphins, and whales from your private lanai overlooking panoramic deep blue Pacific & lush green...
The Westin Kā‘anapali Ocean Resort North-Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Kiahuna Plantation Resort Oceanfront 1 Bedroom
Step out to unforgettable oceanfront views from this one-bedroom condo on Kauai’s most iconic beach. Perfect for a romantic getaway or a peaceful escape, it offers comfort, charm, and waves right at your doorstep. Oceanfront 1 Bedroom• Fully equipped kitchen includes...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Close To Beach | 2 Units, 5 Bedrooms | HK ML-1634
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Luxury Home
ONE-OF-A-KIND Luxury Home (NOAH'S HIDEAWAY, LUXURY BED AND BREAKFAST, MAUI) located in the desirable Kaanapali Vista neighborhood. ENJOY a RESORT LIFESTYLE with 2 min golf cart ride to Kaanapali Beach and Whaler's Village. This stunning property is available from SEPT...
Waikiki Condo in Honolulu By Duke Kahanamoku Beach
Walk to Friday Night Beach Fireworks | Located in Inn on the Park | City Skyline ViewsEscape to paradise at this Honolulu launchpad! Shop at Ala Moana or Hilton Hawaiian Village, or soak up the sun at Ala Moana Regional Park or Magic Island Park — all less than a mile...
HGVC The Grand Waikikian, Beachfront Resort & Spa
Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations Club at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to the very best stretch of Waikikiu's...
Oceanview + Resort Pools, Dining, and Spa Access
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Wailea Elua Village 1202 - 1 Bedroom Ocean View Condo
Wailea Elua 1202 is a stunning vacation rental property that offers visitors a truly luxurious and unforgettable experience in the heart of Maui\'s renowned Wailea resort area. Situated just steps away from the pristine white sands and crystal-clear waters of Ulua...
RK 1010 2BD Coastal-Luxe Oceanfront Retreat w/ Lanai, AC & Stunning Maui Views
Royal Kahana 1010 Enjoy Epic Sunsets from this Stunning 2 Bedroom West Maui Oceanfront Retreat Welcome to your Maui Retreat: Royal Kahana 1010 is a stunning tenth-floor corner residence where uninterrupted ocean views stretch from the golden coast of Ka'anapali to the...
Kiahuna Plantation Resort Ocean View 1 Bedroom
Take in stunning ocean views from this bright and breezy one-bedroom condo on Kauai’s most famous beach. Perfect for couples or small families, it offers comfort, style, and an unbeatable location. Ocean View 1 Bedroom • Fully equipped kitchen includes full size...
Kksr#6301 Ocean/Golf Course Views, Top Floor, Corner Unit, Cathedral Ceilings
Keauhou Kona Surf & Racquet Club #6-301 — Top-Floor Corner with Panoramic ViewsWelcome to Unit 6-301 at Keauhou Kona Surf & Racquet Club, a truly unique and rarely available top-floor 2 bedroom corner condo offering expansive ocean, coastline, and tropical garden views...
Bay Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Full Kitchen
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Ocean View House near Sheraton Kona Resort & Spa
Fully remodeled 2-story house (one unit of a duplex) of 2215 sf 3 bed room 3 full bath room all in like-new conditions in a resort-like gated community with swim pool/spa/tennis court & lots of grass/trees. Stunning ocean view, watch sunset from every room. Very clean,...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
beautiful 1 bedroom at Bali Hai Kauai
About this spaceEnjoy the beautiful Island of Kauai while staying in one of the island's leading resort community. Nestled between the lush, tropical mountains of Kauai's north shore and the beautifully manicured resort amenities.Enjoy first class amenities including...
Waialua Beachfront Getaway: Oceanview, Walk to Bch! w/Pool/Game room
Welcome to Waialua Beachfront Getaway by Gather, an exquisite oceanfront retreat on Oʻahu’s North Shore. This five-bedroom, four-bathroom home offers direct beach access, a private pool, and luxurious island living in a peaceful setting. Designed for families and...
Aqua Aloha Surf Waikiki 507 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 507 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Honua Kai Konea 230: Beachfront w/ Lanai, Mountain View & Holiday Availability!
Welcome to Honua Kai Konea 230, a one-bedroom, one-bathroom retreat that sleeps up to four and offers one of the most expansive lanais of any one-bedroom suite at this award-winning West Maui resort. Set on the golden shores of North Kaanapali Beach, this upgraded...
Montage Kapalua Bay | 3 Free Rental Cars | KBM Resorts | Gorgeous Ocean Front | 3 Units, 9 Bedrooms | MON ML-1595
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Waipouli Beach Resort Partial Ocean 2 BD 3 BA
Enjoy peaceful partial ocean views from this spacious two-bedroom condo. Perfect for families or groups, it offers a relaxing island setting with easy access to Kauai’s beaches, dining, and local attractions.Partial Ocean View 2 Bedroom 3 Bathroom• Kitchen features...