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.
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Beautifully built and decorated luxury private cottage in a tropical garden with ultra-quiet split AC systems and ceiling fans in every room, whole house water filtration system, resort-style landscaping and lighting.Check out our VIDEO on YouTube MauiHome4Rent:...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, Ground Floor, Steps to the Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor suites to create a 3 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
"E Komo Mai!" "Welcome and come in!"nn--Makaiwa Beach parking pass included--
Welcome to Naupaka @ Kulalani (located in Mauna Lani Resort)! This resort area abounds with beautiful beaches with easy access for swimming, snorkeling & scuba-diving; street paths for walking, running & biking; calming tropical foliage for relaxing and building special...
Custom 5 Bedroom Home with Pool and Spa
This 5 bedroom 4.5 bath Kukuiula vacation home provides everything you seek for your island vacation. Set within the Kukuiula neighborhood of Poipu and oriented to the distant ocean views and private park. This multi-level residence is within walking distance to the...
Cute Kihei Cottage - Large Outdoor Deck
Permit #STKM 2018/0006Located on the south side of Maui in a quiet neighborhood close to the beach & the best shave ice, this intimate, one bedroom cottage with split AC system awaits! Whether you decide to dance to vintage vinyl, try a new recipe, or play the ukulele,...
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 2161 Kalia Rd.NEW TO OUR INVENTORY! Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This 6th-floor beachfront studio is a favorite with return guests! You'll feel right at...
Spectacular, Modern, Coastal, Ocean Front Studio in Napili Shores A102
Newly Remodeled Luxury, Modern, Coastal vibe ocean front studio in Napili Shores (A102). Welcome to this gorgeous condo in Lahaina overlooking Lanai, Molokai and Napili Bay. This luxury modern studio features a living room with 1 king bed and 1 twin sofa bed, perfect...
Maui Resort Rentals: Luana Garden Villas 15C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Three of the Luana Garden Villas. As a premier elevated offering, Villa 15C is defined by its west-facing orientation. Its designation within our "Elevated" collection at Luana Garden...
NEW Listing - 1BD/1BA Retreat Ideal for Couples, Golfers & Business Travelers
Are you ready to indulge in an unforgettable escape on the stunning west coast of Hawaii Island? The Shores at Waikoloa Beach Resort beckons you to experience the tranquility and beauty of the Big Island. Nestled between two pristine golf courses, our gated condominium...
Huge Ocean Views - Poipu - A/C - Pool - W/D - Fun
Experience exceptional Ocean views and sunsets from this extraordinary lanai. You can see dolphins, whales(seasonal), and natures beautiful colors while you're eating or relaxing. World class and family friendly beaches are just a short stroll away. Poipu is on Kauai's...
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
Welcome to Palms at Wailea 801, your ultimate tropical getaway on the island of Maui. At over 1000 square feet, our spacious and comfortable 1 bedroom, 2-bathroom ground floor unit is the perfect choice for a romantic escape or a small family vacation.As you enter the...
Top Floor, Ocean View Condo at Kuhio Shores
This spacious top floor, one-bedroom condominium in Kuhio Shores offers an open living, dining and kitchen area, well appointed bedroom with new pillow top mattress, bathroom and impressive lanai (covered deck for you non-islanders!). Enjoy gorgeous views of the ocean,...
Maui Sunset Vacation Rentals A516 ocean view
Top floor, best location of any 1 bedroom #A516Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. New flooring throughout 2023. A516 is on the top floor ocean and...
Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!
Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Oceanfront Beach Condo-Amazing views
Upscale Remodelled higher floor unit: High end appliances -Large side x side Stainless steel fridge (with ice maker) Stove / Large HE Front load washer and dryer. Good Quality Serta Queen Mattress / Patio furniture (high patio chairs and table to enjoy the view) New...
Very Comfortable Kamaole Sands Condo in Kihei
Please check out my comfortable quiet (end unit, Building #5 2nd floor) 1 bedroom condo 2 baths (818 sq ft) with views of the pool, partial ocean view, remodeled kitchen and bathrooms, recently painted, new carpets and conveniently located to everything you need, the...
Mauna Lani Point | F303
Located within the prestigious Mauna Lani Resort on the stunning Big Island of Hawaii, Mauna Lani Point F303 offers a luxurious two-bedroom, two-bath retreat. Exquisitely renovated and decorated, this residence boasts panoramic ocean and golf course views, and seamless...
Brand New Everything! Prime Dates Available in Kaanapali Resort Studio !!
Come stay in our newly completed Studio!! Designed with a sophisticated modern and serene palate perfect for couples, no expense was spared in creating a tranquil oasis to enjoy your Maui adventures. Equipped with all the conveniences of home with brand new appliances,...
Ilikai 516 Ocean / Lagoon Views- New K Bed, Q Sofabed - Newly Renovated
NICE OCEAN AND POOL VIEWS! STEPS TO WAIKIKI BEACH. Memorable meals and fireworks from the lanai. Walking distance to Ala Moana, restaurants, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Fully equipped and...
Updated condo with golf discounts, pool & Hilton pass- December Dates Available!
Halii Kai 10HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With unique ocean and golf course views, this three-bedroom, two-bath condo at Hali'i Kai in Waikoloa Beach Resort (10H)...
Stunning Kaimupulehu Grand Estate Hualalai
This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!Flexible check-in / check-out...
OCEANFRONT LANIKAI BEACH ESTATE
AlohaRelax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands.This location is suited for year round living and is ideal for stand-up paddling, kayaking, boogie boarding, snorkeling, and children's activities. A...
Tropical oasis on Kauai's north shore – perfect for couples and families!
Welcome to your home away from home! Nestled in a peaceful condo complex near Princeville and Hanalei Bay, our newly renovated two story, three-bedroom, two-bathroom retreat is the ideal getaway for families, couples, and/or friends seeking a relaxing escape in...
Beach Front Condo South Maui
Welcome to our serene beachfront condo, a perfect blend of comfort, convenience, and coastal charm. Nestled on the edge of a breathtaking beach, this family-friendly retreat offers not just a stay, but an experience to cherish. With its soothing interiors a wealth of...
7H - Hawaiian Elegance – Luxurious Deluxe Ocean View Villa (6+)
Aloha, e komo mai (welcome)!! Come experience our luxurious villa at the prestigious Hali’i Kai oceanfront gated community conveniently located on the sunny Kohala Coast on the Big Island’s Waikoloa Resort where we average 7” of rain a year (the driest in the...
"ALOHA" Ocean View Maui Kamaole Condo in South Maui
With an incredible OCEAN FRONT view, G-212 is a light and bright elegantly upgraded condo across the street from Kamaole Beach Park III. Maui Kamaole's sweeping green lawn and lush tropical gardens rise up from South Kihei Road on Kihei's southern border with Wailea....
Outstanding Direct Oceanfront Suite #301 at The Whaler Maui
(NOTICE: WE DO NOT ADVERTISE ON CRAIGSLIST DUE TO THE HIGH NUMBER OF SCAMS)The Whaler is a premier oceanfront resort situated in the heart of world famous Kaanapali Beach, adjacent to Whaler's Village, for convenient upscale shopping and dining.Suite #301 is an...
Maui Sunset A203 - Perfect for Families and Couples - Beach, Pool, Hot Tub+More!
Clean, private, updated, one-bedroom condo perfect for couples and families. Condo has additional queen-size Murphy bed.Located in the desirable Maui Sunset complex in Kihei, on the leeward, sunny side of Maui. The condo comes fully furnished with supplies for 4 people...
Perfect for Large Group Stays ~ Kona Forest House
Tucked away in Kona’s misty cloud forest, this spacious 5-bedroom mountain retreat is your peaceful escape from the crowds. Located just minutes from town yet worlds away in feeling, you’ll enjoy cool breezes, sunset skies, lush gardens, and the soulful quiet of the...
3bed 3bath Sleeps 6, Stunning Villa On The Prince Golf Course
VILLA'S ON THE PRINCE at Princeville in Hanalei Kauai 96722 sleeps six . LUXURIOUS WELL, APPOINTED VILLA. Welcome to Kauai's upscale gated community ~ Villas On The Prince. Located just past the main water fountain at the entrance to Princeville Resort on the North...
Hawaiian Style Escape – Pools, Water Activities, Golf, Shops, & Dining Nearby
Experience the Keauhou Resort Community: Your Hawaiian Escape in Kailua-KonaWelcome to our charming 1-bedroom, 2-bath condo in the beautiful Kanaloa complex. The cozy bedroom features a luxurious king bed, and the living room includes a convenient queen size Murphy bed...
Gorgeous Oceanfront Complex on Maui! Kanai A Nalu, with FREE parking!
We are 1/2 mile from the Maui Ocean Center Aquarium, Pacific Whale Foundation, Ma‘alaea Harbor and Harbor Shops, and the Mini-Golf Complex!Kana‘i A Nalu means 'gentle surf, but we call it 'Dad's Paradise.' Kana‘i A Nalu is a beautiful OCEANFRONT complex located...
IDEALLY LOCATED, FABULOUS "HALE NANEA" Beach House- AC
HI Tax ID-W01462890-02MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! 31 Kaiholo place, nestled behind the famous Mama's Fish House(please make reservations before you arrive).This home has 3...
Lava Java Inn On The Big Islands Kau Coast
. Centrally located on the Kau South coast with Emerald Green Olivine roads in a Christmas Berry Forest, without all the hustle and bustle of Kona or Hilo Located halfway between Hilo and Kailua Kona and close to Green Sands Beach and volcano National Park, Black Sands...
Beautiful New Luxury Home in Nohea, with Private Pool and Ohana
Step into luxury with Abita Luxury Rentals at this 3,000 sq ft, 4-bedroom retreat in Nohea at Mauna Lani. Designed with comfort and sophistication in mind, this home offers a backyard oasis with a private pool and spa, set against lush tropical landscaping and the golf...
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...
🏖️Ground Floor | Gorgeous View of Mauna Kea | Concierge Included | vrKCV
vrKCV - Golf Villas at Mauna Lani A2, Professionally Managed by Kona Coast VacationsWelcome to Your Tranquil Golf Retreat on the Big IslandNestled within the exclusive Golf Villas at Mauna Lani Resort, this stunning ground-floor condo is the perfect blend of comfort and...
Ocean-view penthouse with beach access, 2 balconies & amazing location
Island Surf 601Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Prepare yourself for an unforgettable vacation in this beautiful home away from home! Enjoy fantastic panoramic ocean...
Amazing Oceanview at Beach Villas at Ko Olina
Looking to enjoying your vacation up close and personal with Hawaii's beautiful beaches and ocean? This oceanfront villa is the one for you! You'll be impressed with the spectacular unobstructed ocean view. It's one of the rare villas that is situated in the resort so...
KRL N102 2BD Condo on Kaanapali Golf Course w Pool
Kaanapali Royal N102 Amazing Views; Walk to Kaanapali Beach and Whaler Village FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
Romantic, Luxury Maui Getaway with Ocean View - Couples Only
Welcome to The Palms at Wailea – Your Island Paradise Awaits!Nestled in the prestigious Wailea resort community, The Palms at Wailea condo complex is one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1304) has been custom remodeled,...
Luxe 1BD Condo w/ Ocean Views @ Maui Banyan Resort
Relax in our pristine 1-bedroom condo at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + 1 Queen pullout...
2026 - Award winning beach! Studio and 1 bedroom Ocean Views! Endless sunsets!
If you know your dates I can book as soon as the booking window opens - time stamp guarantees best views! Inquire about the sister property, Westin Nanea, also. I have one bedroom or two bedroom.Rated one of the best beaches in the world, this beachfront resort is...
Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...
Closest 1-Bedroom to the Beach at Kaanapali Shores
Welcome to Kaanapali Shores Unit 105, arguably the most desirable 1-bedroom on the property; just 65 steps to the beach. In an effort to offer peace of mind during these difficult times, we have purchased an electrostatic sprayer; the same device being used in hospitals...
Nihilani Family Condo 11C, Impeccably Decorated, Close to Pool
Three bedrooms with 1 King bed, 2 Queen beds, 3 full bathrooms, 2 lanai spaces, washer and dryer in unit, 2 car garage, upgrades throughout, beautifully decorated, close to resort amenities.Wow! You will not be disappointed in this great Nihilani condo! Decorated...
Maui Resort Rentals: Hokulani 405 – 4th Floor, Closest 2BR Column to the Beach, Gorgeous Ocean Views!
Located in the closest two bedroom stack to the ocean at the entire resort, Hokulani 405 boasts gorgeous views of the turquoise-hued Pacific and lush interior courtyard. Treat yourself to a getaway surrounded by the luxury of newly upgraded modern mahogany wood...
Freshly Renovated Corner Studio With View of the Ocean
Welcome to our tastefully renovated and decorated Kihei Akahi studio D-301, that we affectionately call “Our Pearl”. BOOK with CONFIDENCEKihei Akahi is a Hotel-zoned property and is not subject to the new Maui County regulations regarding the phasing out of short...
Luxury 2BR/2BA penthouse, Walk to beach
Explore Waikoloa Beach Villas O33, a Big Island penthouse condo furnished with designer touches throughout. The vacation rental is thoughtfully supplied with most of the items you will need for feeling right at home during your Hawaiian vacation, including beach chairs,...
💎 Hilton Pool Pass! Luxury Penthouse w/ Views • Walk to Beach • Sleeps 6
🌺 Aloha & Welcome to Hale Lokahi! This spacious penthouse blends modern elegance with Aloha vibes. Unwind on your private lanai with stunning mountain views and glimpses of A-Bay. Enjoy a complimentary Hilton Pool Pass ($300+ daily value‼️) for pools,...