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.
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Bali Hai, Kauai HI, 1 bedroom sleeps 4
About this spaceNestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian...
Stylish Beachfront Getaway - 3rd floor amazing views
Located in Lahaina, this condo is a cool retreat for guests seeking a serene escape. The space features one bathroom and keeps you comfortable with air conditioning throughout. Whether you’re freshening up with the hair dryer or ironing your favorite outfit, you’ll find...
Ko Olina Luxury Family Villa~Amazing Ocean Views~BEACHFRONT~New Decor~Sleeps 6
Welcome to your private island retreat at the prestigious Beach Villas at Ko Olina, an exclusive beachfront condominium community located within the world-renowned Ko Olina Resort on the sunny leeward coast of Oʻahu. Perched on the 7th floor, this exquisitely decorated...
Ocean View 2BR at Marriott Maui Ocean Club – Ka’anapali Beachfront
Enjoy spacious island living in this two-bedroom ocean-view villa at Marriott’s Maui Ocean Club – Molokai, Maui & Lanai Towers, perfectly positioned on world-famous Ka’anapali Beach. Ideal for families or groups, this residence features a primary bedroom with a king bed...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
Laule'a Ohana Retreat: 2 Mauna Lani Villas with Golf Views & Dual Pools
Welcome to Laule'a Ohana Retreat, two side-by-side luxury villas on Hawaii’s Kohala Coast that together create the ultimate gathering place. With 8 bedrooms, 8 full baths, and 2 half baths across nearly 6,000 square feet, these residences are ideal for multi-family...
NEW Studio with 2 Queen Beds in Waikiki
– Located on the 12th floor of Island Colony, a secure high-rise with 24/7 security– Ala Wai Canal and pool views– Elevator access for easy arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store,...
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...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
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...
This phenomenal six-bedroom offering combines two of the absolute finest 3BR/3BA oceanfront residences at Honua Kai, Suite 250 and 251, to create a true masterpiece, perfectly suited to larger groups or families. Each stunning neighboring residence boasts spectacular...
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...
Wyndham Mauna Loa Village| Two 2BR/2BA Suites - Sleeps 12!
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
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...
Experience Island Luxury at The Grand Islander by Hilton Grand Vacations -1 Bd.
Indulge in the ultimate Hawaiian escape at The Grand Islander by Hilton Grand Vacations, where luxury and the natural beauty of Oahu come together in perfect harmony. Situated in the heart of Waikiki, this all-suite tower offers a vibrant blend of urban excitement and...
Mahana 411 Direct Oceanfornt, spacious 2BR sleeps 6, Stunning Views
Welcome to your Maui Retreat: This stunning 2-bedroom, 2-bathroom corner condo at The Mahana offers one of the most coveted locations in the building. Corner residences are considered the premier stacks at The Mahana, featuring an additional side window that brings in...
** 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...
Waikoloa Village | Quiet 2-bedroom Condo | Sunset and Ocean Views
Relax in Comfort at Waikoloa Villas – Ocean & Sunset ViewsWelcome to your Big Island retreat! This **single-level, ground-floor 2-bedroom, 2-bathroom condo** at Waikoloa Villas offers the perfect blend of comfort and convenience. With **no stairs in or to the unit**,...
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...
Kaimana Villa: Princeville Retreat w/ Lanais & Pool
Set within the lush, gated grounds of Nihilani at Princeville, Kaimana Villa at Princeville offers generous space, multiple lanais, and a calm residential feel on Kaua'i's North Shore. With 1,874 square feet of interior living and garden-facing views, this two-story...
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...
** 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...
This one-of-a-kind 5BR + den ground-floor offering at the acclaimed Kaanapali Alii, set in the heart of Kaanapali Beach, pairs three luxurious neighboring suites into one spacious island retreat. Together, they create an exceptional Maui getaway designed for relaxing,...
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 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...
Studio w/ Kitchenette • Washer/Dryer • Princeville
🏖 Resort Highlights:✔ Cliffside resort above the Pacific Ocean 🌊✔ Heated pools, whirlpools & children’s pool 🏊♂️✔ Fitness center & spa services 🧘♀️✔ On-site dining, pool bar & marketplace 🍹✔ Family programs & kids’ club 🛝✔ Close to Hanalei Bay, Na Pali Coast & golf 🌴🌴...
Wailea Perfection - Professionally Managed
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...
Your Home Away From Home! Partial Ocean View, Outdoor Swimming Pool!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 453 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
This premier 8th-floor offering pairs five neighboring ocean and partial oceanview residences totaling over 4700 sq ft of combined living space, creating the perfect retreat 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...
Oceanfront - Whale Watch - Big Lanai - New Modern Coastal Remodel
The Space:Welcome to your Oceanfront Vacation at our newly Remodeled Modern Coastal 2 Bed/ 2 Bath (Sleeps 6) Condo on the 6th floor at the Hololani Resort with a large lanai at the prime location in Kahana, West Maui!✔ Breathtaking Oceanfront Views✔ Large Oceanfront...
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...