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.
Papakea F307 OCEANFRONT Studio - STOP AND LOOK AT THE VIEWS! 🏄♂️🏄♂️🏄♂️
YOU WILL BE AMAZED BY THE VIEW THIS DIRECT OCEANFRONT STUDIO CONDO OFFERS. Papakea F307 is an oceanfront studio unit in the “F” building, so treat yourself and stay OCEANFRONT at the wonderful Papakea Resort.There are only 3 oceanfront buildings at the Papakea. The...
The Best of Indoor / Outdoor Living! A Mauna Kea Charmer!
Located in the Fairways South on the grounds of the Mauna Kea Beach Hotel, this secluded enclave is the perfect place to get away from it all. With pathways surrounded by tropical landscape, this charming home has casual elegance and the unmistakable character that is...
May 13-June 19 SPRING RATE SPECIAL 2Bed/2Bath,Ocean view,Steps from beach,nKihei
We're back to short term rentals! We were supporting Lahaina wildfire victims' long term housing needs. This would explain the lack of reviews since May 2024. We look forward to hosting you. Envision this view as you dine or prep in the kitchen! Considered the best...
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...
Pacific Shores A-209 | Short Walk to Pool + Beach!
The scenery cannot be beaten at Pacific Shores A-209! This beautiful second-floor condo features two spacious bedrooms, two bathrooms and sleeps six. Enjoy the beautiful view of the lush garden from the amazing balcony, WiFi, washer and dryer, community pool and hot tub...
Vacation in Paradise at our charming condo by the best of everything Maui offers
Four guests can comfortably stay in our spacious vacation condo, with a king-size bed in the main bedroom, a queen-size Murphy bed in the living room, and two full bathrooms.Welcome to our condo at Wailea Ekahi, a privately owned, beautifully landscaped, condominium...
Lovely condo with swimming pool and ocean view near Kona center
Refresh and recharge at this peaceful and centrally-located condo. You can reach the ocean and many choices of restaurants in 4 minutes walking. The big lanai facing the pool and ocean (partially) is a nice place to enjoy your morning coffee/tea and the sunset in the...
the cozy large studio 30+days stays
Owner hosted - This comfty lower level unit has all what you need for a great vacation. The unit is walking distance to Magic Sands and Kahalu'u beach park. The unit is located a 1/2 block off of Ali'i Drive. The unit is about 550 sq/ft and it has a nice size lanai . It...
100% Renovated Top-Quality Premium Townhome #43-1
Discover an unparalleled oceanfront lifestyle experience at Puamana 43-1, where luxury meets the tranquility of Maui's breathtaking coastline. This exclusive, one-of-a-kind, single-level oceanfront townhome has been meticulously rebuilt from the ground up, offering an...
Luxury Ocean Front Property! Ocean& pool view. B204
Premium features luxury rooms including complete kitchen and laundry facilities. Ocean view from your rooms and private lanais. Pool front with easy access to grills, waterfalls, and 2 pool slides. Enjoy both the full fitness gym and the resort full service spa. Perfect...
Special 99dollar/night. Semi-private. See reviews. Check calendar for dates.
Our ground level, newly renovated, fully equipped, and centrally air-conditioned, garden view studio is located in the quiet section of the Banyan Building. It has a full semi-private lanai, and offers a full-sized and fully-stocked kitchen. We have upgraded with new...
Beautiful Princeville Condo
Welcome to paradise! Enjoy your gorgeous 2bd 2ba, upstairs 2nd floor Kauai condo, in an extremely low density sub-division of Princeville. Very quiet and semi-secluded. Backs up to Makai golf course, with a short hike to nearby Sea Lodge beach and Wylee's beach.Fully...
Private villa in a highly-sought after location
Kapalua Golf Villa 27 V 3 is a 1-bedroom, 1-bathroom villa that offers unobstructed ocean and golf course views, an in-unit washer/dryer, and central A/C. Please note that this property does not have elevators. Unit 27V 3 can accommodate up to 4 guests. As you step into...
STUNNING REMODEL-OCEAN VIEWS-GREAT BEACH ACCESS-AC-METICULOUS CLEANING
Book with confidence, this stunning, 2 bedroom, 2 bathroom (902 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The condo has ocean views from every window and great beach access as it is right across the street from Kamaole Beach 1....
>> Penthouse Million Dollar Direct Oceanfront View 2 Oceanfront Lanais Sleeps 6
The Paradise Penthouse The Ultimate Maui Vacation Rental. Spectacular Ocean / Beach Front Maui Penthouse the Paradise is an Ocean / Beach Front Maui Penthouse with 2 Bedrooms & 2 Bathrooms. Look no further The Paradise Penthouse Condo has views you will never want to...
Maui Kamaole G-202 - Spectacular Views, Updated and Elegant, Wi-Fi & Split-AC!
Welcome to your serene island sanctuary, Maui Kamaole G-202. A spacious two-story escape designed to elevate every moment of your Maui vacation. With sweeping ocean views, luxurious finishes, and an open, airy layout, this upscale condo offers the perfect blend of...
Tropical snowbird escape by world’s tallest volcano - lanai, yard & washer/dryer
Pukeawe HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a unique setting at the base of the Mauna Loa volcano at this family-friendly home. You’ll love being located...
Rainbow Hale unit 4
Discover your ideal Hawaiian escape at this stunningly renovated 2-bedroom retreat in Hilo, where every detail is designed to envelop you in comfort and style. Each beautifully decorated bedroom is equipped with thoughtful amenities and air conditioning, making it the...
Amazing VIEWS, Spacious, Farmstead Living, Hosts with Aloha
Always In Season Farmstead Suite sits in a park-like setting with majestic views. This Eco-friendly upcountry property will take your breath away. Spacious, Country Living, Hosts with Aloha.We are upcountry, so the climate is delightful. There is so much privacy that it...
Waikiki Beach Modern Condo for Rent
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90-TVU-1101Please note: Pool and Recreation Deck will closed for upgrading in 2025-2026. No refund or discount will given during this period. The Condo is located one block from the world-famous Waikiki Beach. The unit...
Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
The new roof project will take place on building C from 7/14 to 7/23 and over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------Step into paradise at this beautifully...
Breathtaking Ocean & Jungle Views with Refreshing AC
Just breathe immediately and let us unburden you from the stress of daily life as you relax in your luxury space with family and friends,Welcome to Hale O Ulu (house of growth)! Located central to Kailua-kona, 5 minute drive into town and the ocean! Peek-a-boo ocean...
1A Newly renovated w/porcelain tile floors, custom cabinets, granite countertops
Unit 1A is located on beautiful Keawakapu Beach in gorgeous Wailea. This recently major renovated lower village, ground floor unit has two lanais; one off of the living room with a partial ocean view and one off the bedroom that is tropically landscaped. It is located...
Makani Sands #209 1brm Beachfront Condo with balcony on the Ocean
Oceanfront Condo in West Maui is your home away from home while exploring the island. Private lanai on the ocean with spectacular views of our neighboring islands of Molokai & Lanai. Completely remodeled with new granite kitchen & bathroom. Decorated in a modern style...
BEAUTIFUL SPACIOUS CONDO ACROSS FROM BEACH
This spacious (1050 sq ft) condo is tastefully decorated with Hawaiian art and tropical style furniture for a sense of open space. Large windows in every room provide plenty of light and a view of Haleakalā. The condo is conveniently located 3 min walk to family...
Comfy studio, King bed, kitchen & parking included with stay
This apartment is centrally located with a 5 minute walk to Waikiki beach.It comes with one dedicated parking space. The apartment has a king bed and one pull out full size sofa bed. There is a small kitchen with all things you need to cook small meals. Beach chairs,...
Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Ho‘olei Residence 23-3 (L3), a show-stopping 3-bedroom, 3.5-bath villa set within Wailea’s coveted, gated Ho‘olei...
Wonderful Oceanfront Condo - 1 BR/1Ba 2nd Floor
Aloha ... and Welcome to Hoyochi Nikko - Unit 209. If you are looking for a special home-away-from-home while on Maui, this is the spot for you. This wonderful gem is located oceanfront in Honokowai (between Ka'anapali and Napili) about 10 minutes from Lahaina Town. The...
SWEET Luxury Cottage with Private Pool and Studio - Jungle Villa in Keaau
Jungle Villa has all the romance you could imagine, perfect for your tropical island getaway. The very private yard is surrounded by areca palm trees. The Royal Poinciana flowering tree in the middle of the yard erupts in lava red blooms parts of the year. Flowering...
Escape to our Tropical Island Villa in Waikoloa Beach Resort Hawaii F3
Waikoloa Beach Villas F3 is located on the ground floor of the F Building. Offering views of the tropical resort landscape and open concept living and kitchen area. This vacation home is a perfect place for a relaxing vacation!Indulge in pure luxury...
Lae Nani #124, Ocean Front, wonderful view, tastefully remodeled
Our Lae Nani unit opens to a captivating view of the beach, ocean, the stunning tropical landscaping and the Wailua Bay. It is a second floor unit. We have completed major remodeling with a new kitchen, new bathrooms, flooring and new furniture including a flat screen...
Kona Oceanfront Luxury Home with Jacuzzi. STVR-19-355701
STRV-19-355701 NUC-19-0811Oceanfront Luxury in Kona – Breathtaking Views, Jacuzzi, AC, Sleeps 10Discover the ultimate Hawaiian getaway in this oceanfront oasis, just minutes south of Kailua-Kona. With sweeping ocean views and the soothing sounds of the waves, this...
*Lauloa 305* Maui Prime Oceanfront Condo, A/C!
This updated and spacious 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy Cal king bed and ensuite bathroom with a walk-in shower...
Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa
Villa 9 at Villas By The Cove is just steps from beautiful white sand beaches. Newly remodeled, convenient, and clean, this 700 sq. ft. stand alone villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. With an open floor...
New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Oasis – Infinity Pool, Tropical Serenity, and Unforgettable SunsetsE komo mai (welcome) to your private sanctuary on Maui, where the mana (spirit) of the island and the...
Cozy, comfortable oceanfront studio
Noelani 216 is a beautiful, spacious and tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio bedroom features a comfortable Queen size bed and a large flat screen TV. The bathroom is just steps away and features a large,...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
Lush garden and partial ocean view
Papakea C203 is a 1-bedroom, 1-bathroom 2nd-floor condo with a window air conditioner that can accommodate up to 4 guests. Step inside the bedroom, where you will find a comfortable California king-size bed and a TV. The well-appointed kitchen is the perfect place to...
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star !!!
By following strict cleaning and disinfecting guidelines, we are doing our best to have our guests stay safe while on vacation in our condo! This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency Villas condo is very spacious with two stories and an open loft...
Oceanview Condo w/AC, Lanai & Shared Oceanfront Pool - Casa De Emdeko 336
Your dream tropical vacation begins at Casa De Emdeko 336, a totally remodeled, fully-furnished oceanfront condominium. Within walking distance of Kailua-Kona Village, this ideal unit features central air conditioning, two bedrooms, two bathrooms, and complimentary...
NEW! Serene Napili Point, 1 bedroom condo, just steps from the ocean.
Napili Point A6 is a luxurious 1-bedroom, 1-bath condo, a newly remodeled condo designed to provide the utmost comfort and convenience. With modern amenities such as 2 split A/C systems that can be independently adjusted for optimal comfort, an in-unit washer and dryer,...
Vista Waikoloa Spacious 2Br Condo is just mins from the Beach!
Located in the popular Waikoloa Beach Resort-just 5 mins from the beach as well as restaurants, shops and nightlife! This is a private end unit located on the second floor of Vista Waikoloa. It is fully renovated as of 2020!. The condo features two bedrooms and two...
Kihei Getaway in Paradise
Enjoy our tranquil Maui home while you immerse yourself in some of the greatest delights paradise has to offer. Our condo is a short walk to Kamaole Beach III, and is near the delicious foods and shops of South Kihei Road. Appreciate the infamous crescent-shaped beaches...
KKSR#8301 AMAZING 3 BEDR, TOP FLOOR CORNER UNIT: REMODELED, AIR CONDITIONING
Absolutely gorgeous Top Floor Corner Unit with Garden Views at the Oceanfront Complex of Keauhou Kona Surf & Racquet Club!This truly Incredible, Top Floor, Fully Remodeled, Corner unit is a LOVED condo by so many guests. Enjoy beautiful cathedral vaulted ceilings, a...
The best spot for whale watching!
Don't worry about picking the right Instagram filter—with views like these, you can opt for #nofilter. From its perch on the 10th floor of the Maui Kai at Ka'anapali, "Gem of Maui," a 1BR/1BA penthouse condo, offers panoramic ocean vistas that will take your breath...
"Kona Sunset House" on Walua: Breathtaking Ocean Views with Incredible Pool!
"Kona Sunset House" on the Famous Walua Road Running Trail is a spectacular property for the perfect Hawaii Vacation. First and Foremost, the property has unsurpassed Ocean Sunset views. Located in a quiet upscale neighborhood on the Walua bike and walking path just...
Luxurious 🌺 Views of Enchanting He'eia Bay and Pacific Ocean 🐳 #3503 Kanaloa Resort
Hale Honu is a luxurious and spacious one-bedroom condo with views of enchanting He'eia Bay and Pacific Ocean. Located in upscale Kanaola Resort, a private gated beautifully landscaped 17-acre community. Resort amenities include 3 pools, hot tubs, lighted tennis courts,...
Aloha Condos, Napili Bay Resort, Condo 105, Beachfront
Napili Bay Resort condo 105 offers an unbeatable beachfront location with stunning ocean views and direct beach access. Guests love the well-equipped kitchen, comfortable bed, and thoughtful amenities like beach chairs and boogie boards. The condo is clean, modern, and...
End Unit Yards from Ocean Looking East With Major Sunrises
Private master bedroom, semi private twin beds, pantry, regular coffee maker, toaster, electric stove, dishwasher, refrigerator/freezer, microwave and many accessory cooking utensils. Walk in shower, washer and dryer. Lot's of storage, deck furniture. Free T.V. and...
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 312
Wailua Bay View Unit 312 is a premium ocean front condo with stunning views from the lanai. WBV 312 has been completely remodeled with luxurious amenities. This unit is limited to a maximum of 2 adults. No children or pets are allowed.This is a top floor unit with...