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.
Royal Kahana Maui 817 Ocean View Studio
- 8th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom with walk-in shower- 1 king bed and...
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...
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...
Beachfront Westin Nanea Ocean Villas, Ka'anapali - 2 Bedroom Villa Resort View
No resort fee, no parking fee!Opening in 2017, Westin Nanea is the last and final beach front opening in Kaanapali. Retreat into sumptuous luxury in our spacious, 1,260-square-foot two-bedroom villas. Combining signature Westin amenities with the comforts of home, these...
Whaler at Kaanapali Beach 0762
Stunning ocean views are the highlight of this beautifully remodeled studio located on the 7th floor of Tower 2 at the Whaler on Kaapali Beach. This condo makes great use of the space with a King Wall/Murphy bed which allows for extra space during the day. The living...
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...
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...
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...
Ocean Views Top floor King Bed Beach Access Pools BBQ Renovated Unit with AC
Welcome to our island home! It offers 1 large bedroom with views of the Pacific Ocean and Sunrise! Steps from the pretty sandy beach right in front! This home comes with a large bedroom and a fully equipped kitchen. Guests enjoy 1 new king bed and 1 sofa queen bed with...
The Lodge at Kukui‘ula - Bungalow 8
Discover the luxurious Lodge at Kukui'ula Bungalow 8, a stunning one-bedroom retreat nestled in the heart of Kaua'i's most exclusive resort community. This meticulously designed bungalow offers guests an intimate and sophisticated Hawaiian getaway, blending contemporary...
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...
Beautiful 1 bdr at Kauai Coast Beachboy awaits you
Surrounded by tropical gardens with direct beach access, this little piece of island paradise offers spacious accommodations, onsite spa service and dining. It also features areas for children and an oceanfront hot tub. Lots of wonderful restaurants and shopping options...
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...
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...
Kaanapali Beach Club Resort/Spa, Pool, Hot Tub!
Spacious, posh one-bedroom with king bed will be your home base at Kaanapali Beach Club. Your suites comes complete with an in-room refrigerator, oversized tub and separate shower in the bath. Kick back and take in a breathtaking sunrise or sunset from the privacy of...
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...
Honua Kai Konea 230: Beachfront w/ Lanai, Mountain View & Holiday Availability!
The Stice Team are Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.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...
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...
Marriott Waiohai Beach Club: 2 bedroom Villa oceanfront resort on Poipu Beach
Marriott's Waiohai Beach Club - 2 Bedroom, 2 Bath, Full Kitchen, sleeps 8. Full Resort Access.Units assigned upon check-in. Full access to the resort’s services and amenities are included with every reservation. Located on the beautiful Poipu beach on the island of...
Kaanapali Alii | 475
Welcome to Kaanapali Alii 475, a luxury vacation rental nestled in the heart of Maui's renowned Kaanapali beach community. This spacious condo offers calming views of the West Maui Mountains, where the sun rises each morning. Ideal for a family-friendly getaway, this...
Newly Remodeled Penthouse w/ Stunning Ocean Views
Welcome to your own tropical retreat just a 2-minute walk from world-famous Kamaole Beach II. Wake up to breathtaking ocean views from your private lanai, spend your days snorkeling in crystal-clear waters, and unwind each evening with golden sunsets over the Pacific....
Maui Resort Rentals: Honua Kai Konea 644 – Extra Large 6th-Floor 1BR w/ Gorgeous Partial Ocean Views!
Maui Resort Rentals is proud to bring you this 1BR Oceanview Suite at the Honua Kai Resort, newly launched on 2/26/2025 to start taking reservations for check-ins on 4/1/2025!As one of Honua Kai's premier one-bedroom suites, Konea 644 boasts stunning views of the...
Kaanapali Alii Unit 133
Welcome to Kaanapali Alii Unit 133, a luxurious vacation rental that promises a perfect blend of comfort and elegance for your next island getaway. This stunning two-bedroom residence offers a partial ocean view, allowing you to soak in the serene beauty of Maui's...
Beautifully appointed 2-bed, 1-bath condo in the heart of Kealakekua, Big Island of Hawaii.
Kona Coffee Villa – A Tropical Retreat in the Heart of the Coffee Belt, an ideal Location for Exploring North and South KonaEscape to paradise at Kona Coffee Villa, located in a cooler 1500 ft. elevation, minutes away from town, a charming 2-bedroom retreat nestled in...
MV 2216 Charming 1-bedroom condo in South Maui, perfect for a relaxing getaway!
Maui Vista 2216 Cozy Freshly Updated Condo Across the Street from the Beach in Sunny Kihei MauiWelcome to your Maui Retreat: This bright and comfortable 1-bedroom, 1-bathroom garden-view condo at Maui Vista offers a welcoming retreat in the heart of Kihei, South Maui...
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and...
Fully renovated unit on the 14th Floor overlooking the surrounding Waikiki area!
1 Bedroom City View on the 14th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This updated condo has over 500 sq ft of living space...
Golf Villas Mauna Lani 3 bedroom townhome, Stunning volcano views, Private beach
Stay comfortably in the Mauna Lani Beach Resort at this 3-bedroom townhome. Fully equipped kitchen, living spaces with huge 80 in TV with recliner movie theatre chairs. Each bedroom offers a unique sleeping arrangement with a king, queen, and twin bed. Enjoy the...
Kaanapali Alii 114
Welcome to your dream luxury vacation rental at Kaanapali Alii 114, a stunning short-term rental nestled in the heart of Lahaina, Maui. This family-friendly condominium offers a serene escape with breathtaking resort views, lush tropical surroundings, and direct access...
Waialua Beachside Cottage: Lovely! Direct Beach Access
Welcome to Kala‘iku Beach Cottage by Gather, your private seaside escape on Oahu’s North Shore. Offered as a monthly rental, this charming one-bedroom retreat blends beachside tranquility with island practicality—perfect for couples, small families, or...
Modern Elegant Studio w oceanviews..Royal Gardens
Elegant Studio at Royal Gardens Hotel Waikiki.....unit on the 20th floor offering panoramic views of Waikiki from mountain to ocean!Kitchenette is a plus for light preparation of meals promoting you to eat in.....Efficient and comfortable accommodations.Wyndham owners...
Westin Ka'anapali Ocean Resort Villas - OCEAN VIEW 1 Bedroom Villa
Luxury 1-Bedroom Ocean View Villa at Westin Ka’anapali Ocean ResortAvailability:7 nights from August 31 to September 7, 20257 nights from April 5 to April 12, 2026Enjoy a relaxing getaway at this stunning oceanfront resort on Maui’s west side, located on North...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...
Honua Kai Hokulani 305 Ocean View 2 Bedroom 2 Bath
- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Perfectly located on the very sought-after inner courtyard overlooking the aquatic pools and breathtaking Pacific Ocean. - Spacious lanai (balcony) with outdoor dining...
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL 14 DAYS PRIOR TO YOUR...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo with Gourmet Kitchen! KGV-24T1
** 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...
Kaanapali Alii | 481
Welcome to your perfect Maui retreat at Kaanapali Alii 481, a luxury vacation rental offering partial ocean views that enhance your tropical experience. This spacious two-bedroom condo is designed for comfort and relaxation, accommodating up to four guests with ease.As...
Ocean View Beach Front Condo in Downtown Lahaina
Welcome to our home away from home in Downtown Lahaina! Wake up to the sounds of the ocean as you step out onto your lanai to take in the oceanfront views of West Maui. Enjoy all that Lahaina Shores Beach Resort offers- completely renovated since the fire 2 years ago...
Discovery Bay deluxe city view, near Ala Moana Shopping Center & the beach!
Welcome to your island escape in the sky! Located on the 24th floor of Discovery Bay, this beautifully renovated 1-bedroom, 1-bathroom condo offers 852 sq ft of comfortable living space and stunning views of Diamond Head, the city, and the lush mountains.Unit...
Magic Skies Koi Pond View Handicap Accessible Room
With double doors leading to a koi pond on the main level this koi pond themed room is quaint and comforting. The room is fully handicap accessible with 36" doors, has a king size bed, a sitting chair, bench, no steps, private bathroom with tiled walk-in shower with...
Kapalua Bay Villas | 3 FREE Rental Cars | KBM Resorts | Panoramic Ocean Views | 3 Units, 4 Bedrooms | KBV ML-2077
** 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 E304 Ocean View 1 BD 2 BA
Wake up to sweeping ocean views from this beautiful one-bedroom condo, perfect for a relaxing getaway. Designed for two, it features a private lanai where you can soak in Kauai’s breathtaking coastline.Unit E304 Ocean View 1 Bedroom 2 Bathroom• Kitchen features...
Ground Floor Maui Sunset B105 on the oceanfront in Kihei
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot patio. Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck and renovated interior. Doesn't get any better....