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.
Hale Kona Kai 409 - Find your Beach with Kona Beach Properties
Find your beach with Kona Beach Properties! This oceanfront property offers a nice view of the ocean and of the beautifully landscaped grounds of the Royal Kona Resort next door. The ocean is teeming with life! Sit on your lanai and watch spinning dolphins year around...
Oceanfront townhouse! Stunning views and luxury amenities!
This captivating oceanfront townhouse boasts two bedrooms and two bathrooms offering a stunning view of the beautiful, blue ocean and the legendary Kona sunsets. The lanai is the perfect spot for sipping morning coffee or enjoying evening beverages and al fresco dining...
Rate Reduced for Spacious Tropical Island Living on the North Shore of Kauai!
Your North Shore Oasis in Princeville. Nestled beside the renowned Princeville Makai Golf Course and surrounded by Kaua‘i’s natural beauty, this spacious end-unit townhouse offers the perfect island escape. Located on the picturesque North Shore, you’re just...
Close to the Ocean! Casa De Emdeko B122
Welcome to Casa De Emdeko B122, your tropical oasis just steps from the ocean. This charming 1-bedroom, 1-bathroom condo offers a spacious California King-sized bed and a queen-sized sofa sleeper, comfortably accommodating up to 4 guests. Enjoy the comfort of central...
Kona Alii 201: Tropical Oceanfront Condo w/ AC & Pool in Downtown Kona
Situated on iconic Ali‘i Drive in the heart of Kona town, Kona Alii 201 offers a true oceanfront escape just steps from dining, shopping, and the island’s most storied landmarks. This one-bedroom, two-bath condominium features updated interiors and unobstructed...
Pali Kai Cottage 16AB - Private Oceanfront Cottage
Newly renovated !!! New pictures to follow.The Oceanfront Pali Kai cottages are perched on a bluff over looking beautiful Kalapaki Bay. This cottage features 4 bedrooms/ 4 bathrooms , free wifi, AC/washer/dryer. Located on a private/gated street. Set in the heart of the...
Whaler 159-Ground-Floor Beachfront, Steps to Beach - Spring Savings thru 5/31/25
Welcome to Whaler 159, a beautiful ground-floor one-bedroom, two-bath condo right on the world-famous Ka’anapali Beach. This special spot gives you direct access to a lush grassy lawn and is just steps away from the scenic Ka’anapali Boardwalk and the soft sandy...
SV3203 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEWS
This amazing 2 bedroom with ocean view from the lanai is the PERFECT spot for your Vacation. Sea Village reflects the tranquil beauty of the Big Island. The resort is centrally located 1 mile from restaurants and shops on Famous Ali'i Drive.Air Conditioning is only...
Oceanfront getaway with a furnished patio, fantastic views, & a pool
Mahina Surf 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf's up at this charming tropical treat located just steps from the ocean! This condo is ideal for a peaceful getaway...
Kamaole Sands Unit 10-117 2 bedroom 2 bath condo on the ground floor in Kihei
Great location in South Kihei, Hawaii. This complex offers its guests numerous amenities so you are sure to find something you enjoy during your time in paradise. For starters, there are two pools on the property including a large family pool and a children's wading...
Gorgeous, 2 bed/2 bath Loft located in Tropical,Lush Complex
This modern and updated garden view 838 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away second floor gem. Prepare a delicious meal in a spacious electric kitchen with...
3-bed 2-bath Oceanfront w/ Bikes & Pickleball!
Aloha friends! Kihei Surf Style is a meticulously designed and decorated 3-bedroom, 2-bath oceanfront condo in Central Kihei, Maui. We’d love to host your Maui adventures! Pedal & Dink! Use our beach cruiser bikes to roll over to the nearest pickleball courts and get...
City-view Ilikai Hotel one-bedroom Condo on the 10th Floor
This beautifully renovated condo has been completely transformed with brand-new appliances, modern furniture, upgraded flooring, and more! Experience luxury and comfort during your stay. Situated on the city side of the building, you'll enjoy refreshing tropical breezes...
Casa De Emdeko 330 - DELUXE, Top Floor, Oceanview, AC, Extra spacious!
Owners have extensively updated the condo from top to bottom. Flooring, Bathroom, Kitchen, Furniture, Lanai all updated! Casa De Emdeko offers owners and guests the perfect blend of Hawaiian ambiance with tropical gardens and the songs of the many colorful birds...
30 seconds to The Ocean! Waikiki Shore, 1 Bedroom with 1 Parking (WS08)
Enjoy in the renovated 1 bedroom in front of the beach!! One free parking is a big plus!Also it has the great access to the beach!! Just 30 seconds walk to the white sandy beach.There is the special gate to the beach only for the Waikiki Shore guests. They have also the...
Stunning Kapalua Ridge Villa 2212: Ocean Views, Spacious Lanai, & Prime Location
Welcome to Kapalua Ridge Villa 2212, with stunning ocean views! This villa is located in highly sought after Kapalua Ridge! As you enter this spacious villa you will be drawn to the expansive private lanai overlooking unobstructed views of the magical Maui waters. The...
Hanalei Bay Resort 7308: Oceanview Condo w/ AC
Please note that a significant Roof Replacement project on different areas on property will begin on September 9, 2024, and is expected to last 8-10 weeks, with work occurring Monday through Friday from 9:00am to 5:00pm. Although, Building 7 (which these units are in)...
Oceanfront condo with pool, high-speed WiFi, & views of Lana'i & ocean
Mahina Surf 217Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love breathing in fresh ocean air on your balcony, or watching for whales during the whale-watching season!...
Mana Kai #303: Oceanfront Bliss on Keawakapu Beach with Stunning Sunset Views
Mana Kai #203 is Maui Living at its best! We could talk about the ocean and sunset views all day but you won't get it until you experience them for yourself. Situated on the popular grass area at Keawakapu Beach. Take a look out of the lanai slider door for some of the...
Dreamy island condo with pool, hot tub access, tennis courts & fast WiFi
Waikoloa Colony Villas 2706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
Maui Kamaole H201: Remodeled Two bedroom Ocean View condo in South Kihei.
Relax on the lanai and enjoy the ocean breeze and the ocean view. One of the highlights of this condo is the open living area and the vaulted ceiling. The loft bedroom overlooks the living area and has its own private balcony and full bathroom. The main floor bedroom...
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C
Island Sands Resort 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the top floor of Island Sands, the tallest complex in Maalaea, this condo will offer you incredible...
Private North Shore Kauai Getaway in Princeville Near Hanalei Bay!
Welcome to our tropical paradise on the majestic North Shore of Kauai! Situated in the exclusive Sandpiper Village community near the Westin, this luxury studio has all of the amenities you'll need for a perfect tropical getaway. Enjoy the pool or take a stroll down to...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
Beautiful Kuilima East Estates Townhome - Golf Course/Ocean Views
Breezy View: Your Ideal Hawaiian GetawayWelcome to Breezy View, the perfect retreat for your Hawaiian vacation. This spacious end unit features 1 bedroom, 2 bathrooms, and an additional loft space, comfortably accommodating up to four guests. Situated towards the back...
ALOHA Authentic Hawaii Style Condo ☆ C-6
Your comfort, tropical 'Home away from Home!' Hawaiian decor, comfy and filled with 'ALOHA!' for a restful &/or adventurous stay.LOCATION is key on Kauai. The scenic & historic, Royal Coconut Coast & Kapaa town on east shore. Resort has 3 pools, 2 hot tubs outdoor...
ALII 411 Ground Floor 2BD at OceanFront Kaanapali Alii
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Summer SPECIAL 158 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!
You'll absolutely love this charming, quiet 2 bedroom fully furnished condo. It has all the amenities of home plus! This beautiful condo has an upgraded kitchen with granite counters, beautiful dark cabinets, refrigerator, new dishwasher, range and microwave. There is...
Sugar Beach 133: 1 Br Ground Fl Condo is Steps from the Beach, in N. Kihei
Relax on your ground floor lanai (patio) while gazing out to the Pacific Ocean. Take a step off your lanai, onto the well-manicured lawn, then a few steps away you will be on the beach with sand between your toes. The warm Pacific Ocean awaits. You are in the ultimate...
Kona Alii 304: Tropical Oceanfront Condo w/ Shared Pool in Downtown Kona
Oceanfront Remodeled Condo with A/C, Upgraded Kitchen & Walkable Location | Kona Alii 304 by GatherWelcome to Kona Alii 304 by Gather, a beautifully remodeled one-bedroom, two-bathroom condo set directly across from the sparkling Pacific along Kailua-Kona’s famous...
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several upgrades including new...
Top Floor Condo with Beautiful Mountain and Golf Course Views
Welcome to your Hawaiian escape in Waikoloa Beach Resort - a relaxing retreat steps from sand, shops & golf:• Sleeps 6 | 2 bedrooms + loft | 4 beds | 2 baths• Shared heated pool, hot tub & fitness center• Private lanai w/ golf course & sunset views• Central A/C,...
Waikiki Grand Across from Waikiki Beach & Zoo in the heart of Waikiki!
Aloha! Newly renovated and updated! Located in the heart of Waikiki, come and relax on the Waikiki beach which is just across the street. Shop at the best stores in the world. Eat at some of the best restaurants in the world. Go to the zoo, take a romantic stroll down...
KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009
Elegant 2-bedroom condo in Wailea Elua Village with ocean views, central A/C, full kitchen, lanai, & resort amenities including a beachfront pool-perfect for a serene & luxurious Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Huge Studio Unit with Lagoon View #730
Spacious studio with a folding door to separate the main bedroom area from the living area.Enjoy the Friday night fireworks from your lanai! You can walk to Ala Moana Beach Park, the Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center in...
Waterfall House | 4 Bed, 3.5 Bath
Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Luxuary Modern Ocean View Condo! 1 Block from Beach!
Luxury modern Ocean View from 29th floor! 1 Block from Waikiki Beach! Free Parking & WIFI!Great location! Only 1 block from the world-famous Waikiki Beach.This unit is in Waikiki Banyan 2910 at Tower-II.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ...
Surf and Golf Condo - Beach, Golf Course Views!
Best Value at Turtle Bay – Stunning Golf & Ocean ViewsWelcome to your tropical home away from home at Kuilima Estates, located on Oahu’s legendary North Shore at Turtle Bay Resort. This privately-owned, two-level condo offers the perfect blend of comfort,...
Turtle Bay Sea Shells - Kuilima Estates West
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cute unit with Hawaiian décor and tasteful artwork. Window Air Conditioning in both bedroom and living room keeps the unit cool and comfortable. Comfortable California king bed. 42" flat-screen TV....
Waikomo Stream Villas 503 with Free PBAC membership
WAIKOMO STREAM VILLAS 503 AT KOLOA KAI VACATION RENTALSTropical Tranquility Meets Modern ComfortNestled in the lush gardens of Waikomo Stream Villas, this one-bedroom retreat is your perfect home away from home. Located in the heart of Poipu Beach, this property is just...
B10: 1 bedroom, 3rd floor, oceanview
This private top floor unit with a beautiful ocean view has recently been completely redesigned by a luxury resort designer. This 2010 complete upgrade will inspire the sense of tranquility and relaxation. The unit has all new appliances and furnishing. Gorgeous new...
Oceanfront sixth-floor condo w/water views, balcony, washer/dryer, shared pool
Valley Isle Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let this family-friendly, sixth-floor condo wow you the moment you step inside–you'll experience the beach...
29th Floor Waikiki Banyan, Full Kitchen and Free Parking
Waikiki fully furnished one bedroom condo located on the 29th floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
17th floor cozy 1BDR facing Ala Wai Yacht Harbor with full kitchen, a balcony
As you step inside, the natural light coming through a floor to ceiling exit to the balcony will please your eyes. On your right, there is a fully equipped kitchen to cook your favorite goodies while your friends/family are making you a company sitting at the counter...
Pali Ke Kua 201, Newly renovated - 4/1/2025 ... Spectacular Oceanfront
Make yourself at home in the islands ... Welcome to Pali Ke Kua 201. Perched on a bluff overlooking the ocean, this stunning corner unit features 270-degree breathtaking views of Bali Hai, mountain waterfalls and expansive ocean vistas. With windows on three sides of...
The Shores, quiet, upgraded condo, large lanai w/ garden area and lawn
The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay for easy access to the sandy beach. The nearby Hilton Waikoloa Village and Waikoloa Beach Marriott both offer luau's and restaurants. Various shops and restaurants...
Modern 2 bedrooms apt. - Seashell One
Experience convenient and comfortable living staying at our Seashell Ohana ONE! Our newly built 2 bedroom 2 bath duplex. Located centrally in Hilo. You will be just 3 miles from Hilo airport, Liliuokalani Park and Garden, Carlsmith Beach Park, and many other popular...
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Swim, Surf, and More
Kihei Akahi C515Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Kuhio Village 810A KING Studio, Waikiki Ocean View!
Kuhio Village 810A KING Studio, Waikiki Ocean View!Ocean view form Balcony! RE-DECORATED with Linens & Artwork. Free WiFi!! NEW Air conditioner, NEW refrigerator! Enjoy this studio with plenty of sleeping room in a KING bed! Cable TV is available on large 40" flat...